Tag: 99395-88-7

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4. (5)-3-((5)-3-(4-Chlorophenyl)-3-(5-(trifluoromethyl)pyridin-3-yl)propanoyl)-4- phenyloxazolidin-2-one To a precooled (0 C) solution of (5)-3-(4-chlorophenyl)-3-(5- (trifluoromethyl)pyridin-3-yl)acrylicacid (1.30 g, 3.94 mmol) in THF (10.0 mL) was added pivolyl chloride (570 mg, 4.73 mmol), DMAP (cat), followed by triethylamine (796 mg, 7.88 mmol) and stirred for 1 h. In another precooled (0 C) suspension of 60% NaH (7.88 mmol) in THF, was added (5)-4-phenyloxazolidin-2-one (772 mg, 4.73 mmol) in THF (10.0 mL) drop- wise and stirred at 0 C for 1 h. The mixed anhydride was added to the reaction mixture and stirred for another 5 h. The reaction mixture was quenched with water (20.0 mL) and extracted with EtOAc (2 x 100 mL). The combined EtOAc extracts were washed with brine (100 mL), dried ( a2S04), filtered, and concentrated under reduced pressure. The residue was purified on 12 g S1O2 using a gradient elution of 0-20% EtOAc in hexanes. Fractions containing the product were combined and concentrated under reduced pressure to provide the product (1.40 g, 76%) as a white solid. MS: m/z = 475 (M+H+).

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO. LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BENNETT, David, J.; BUNGARD, Christopher, J.; CHANG, Lehua; CHU, Xin-Jie; DWYER, Michael, P.; HOLLOWAY, M. Katherine; KEERTIKAR, Kartik, M.; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; MORRIELLO, Gregori, J.; SHEN, Dong-Ming; SHERER, Edward, C.; SCHULZ, Jurgen; WADDELL, Sherman Tim; WISCOUNT, Catherine, M.; ZORN, Nicolas; SATYANARAYANA, Tummanapalli; VIJAYASARADHI, Sivalenka; HU, Bin; JI, Tao; ZHONG, Bin; WO2015/17393; (2015); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: n-Butyllithium (1.15mL, 1.0equiv, 2.3M in hexanes) was added to a cooled until -75C solution of the corresponding oxazolidinone (2.6mmol) in anhydrous THF (12mL), then the resulting solution was warmed to -30C and stirred for 20min. At the same temperature, a solution of cinnamoyl chloride (1.0equiv) in anhydrous THF (7mL) was added dropwise and then allowed to rise to at room temperature and left overnight with continuous stirring. After work-up with 10% NH4Cl (15mL), the organic layer was separated and the aqueous layer was extracted with ethyl acetate (2¡Á25ml). The combined organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude products were purified by chromatography or crystallized from appropriate solvents.

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Leitis, Zigm?rs; L?sis, Viesturs; Tetrahedron Asymmetry; vol. 27; 17-18; (2016); p. 843 – 851;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

General procedure: n-Butyl lithium (11 mmol, 1.1 eq) was added to a solution of the chiral 4-substituted 1,3-oxazolidin-2-one (10 mmol, 1 eq) in THF (100 mL) at -78 C. After 15 min of stirring at -78 oC, cinnamoyl chloride (11 mmol, 1.1 eq ) was added in dropwise. The mixture was stirred at -78 C for a further 30 min then at 0 C for 15 min, the reaction was quenched with saturated NH4Cl aqueous solution and the resultant slurry was concentrated in vacuo. The residue was diluted with EA and washed with brine. The organic layer was dried over MgSO4, filtered and the solvent removed under reduced pressure to yield the crude product. The crude product was purified by silica flash column chromatography.

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Article; Zhi, Wubin; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng; Tetrahedron Letters; vol. 59; 6; (2018); p. 537 – 540;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4. (5)-3-((5)-3-(4-Chlorophenyl)-3-(6-methoxypyridin-3-yl)propanoyl)-4- phenyloxazolidin-2-one (0330) (0331) To a precooled (0 C) solution of (5)-3-(4-chlorophenyl)-3-(6-methoxypyidin-3- yl)propanoic acid (3.30 g, 1 1.3 mmol) in THF (30.0 mL) was added pivolyl chloride (1.39 mL, 1 1.3 mmol), DMAP (cat) and triethylamine (3.15 mL, 22.6 mmol) drop-wise and stirred for 1 h. In another precooled (-78 C) suspension of (5)-4-phenyloxazolidin-2-one (2.03 g, 12.4 mmol) in THF (10.0 mL) was added w-BuLi (2.50 M solution in hexanes, 9.30 mL, 14.9 mmol) drop- wise and stirred at -20 C for 1 h. The solution of the above mixed anhydride was added slowly and stirred for additional 3 h. The reaction mixture was quenched with saturated solution of NH4CI (250 mL) and extracted with EtOAc (2 x 200 mL). The combined EtOAc extracts were washed with brine (200 mL), dried ( a2S04), filtered and concentrated under reduced pressure. The residue was purified on 40 g S1O2 column using using a gradient elution of 0-40% EtOAc in hexanes. Fractions containing the product were combined and concentrated under reduced pressure to provide the the title product. MS: m/z = 437 (M+H)+.

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; WILLIAMS, Peter, D.; MCCAULEY, John, A.; BUNGARD, Christopher, J.; BENNETT, David Jonathan; WADDELL, Sherman, T.; MORRIELLO, Gregori, J.; CHANG, Lehua; DWYER, Michael, P.; HOLLOWAY, M. Katharine; CRESPO, Alejandro; CHU, Xin-Jie; WISCOUNT, Catherine; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse, J.; SCHULZ, Jurgen; KEERTIKAR, Kartik, M.; HU, Bin; ZHONG, Bin; JI, Tao; WO2015/138220; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To (4S)-4-phenyl-l,3-oxazolidin-2-one (10) (0.405 g, 2.48 mmol, 1 equiv) in DCM (3.00 mL) cooled to 0 C was added a solution of triethyloxonium tetrafluoroborate (1.41 g, 7.44 mmol, 3 equiv) in DCM (3.00 mL). The mixture was allowed to warm slowly to rt and stirred for 18 h. The mixture was diluted with EtOAc (20 mL) and poured slowly over a cooled (0 C) solution of saturated aqueous NaHCC (25 mL). The layers were separated, and the aqueous layer was extracted with EtOAc (2 x 20 mL). The combined organic layers were washed with brine, dried over Na2SC>4, filtered, and concentrated to afford (4S)-2-ethoxy-4-phenyl-4,5- dihydro-l,3-oxazole (17) (0.428 g, 90%): 1HNMR (CDC13) delta: 7.38-7.28 (m, 5H), 5.15 (dd, 1H), 4.47 (dd, 1H), 4.42-4.35 (m, 2H), 4.20 (t, 1H), 1.41 (t, 3H) ppm; MS: (m/e): 192 (M+l).

As the paragraph descriping shows that 99395-88-7 is playing an increasingly important role.

Reference£º
Patent; PURDUE PHARMA L.P.; BLAKE, Paul; TAFESSE, Laykea; (85 pag.)WO2017/192858; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

99395-88-7, (S)-4-Phenyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Sodium hydride (2.2 g, 92.9 mmol) and tetrahydrofuran (100 ml) were added in a round bottom flask at room temperature under nitrogen atmosphere. Then this mixture was cooled to 10-20 C. To the cold mixture, 4-isopropyloxazolidin-2-one (77.4 mmol) added portion wise in 4-5 min interval. Reaction mixture was stirred at 10-20 C for 1h. Then chloroacetyl chloride (16.2 g, 143 mmol) was added slowly to the reaction mixture at 0-10 C. After complete addition, temperature raised to 20-30 C and stirred for 2h. Progress of the reaction monitored on thin layer chromatography. Then after completion of reaction water (30 ml) was added slowly to the reaction mixture and extracted reaction mixture twice with ethyl acetate (50ml). Organic layer was concentrated on the laboratory rotavapor under reduced pressure at 40-45 C to afford 6a. (12.4 g, Yield 85 %).

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various.

Reference£º
Article; Nehate, Sagar P.; Godbole, Himanshu M.; Singh, Girij P.; Mathew, Jessy E.; Shenoy, Gautham G.; Synthetic Communications; vol. 49; 9; (2019); p. 1173 – 1180;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

The compound of formula II (250 g, 1.53 mol) was added to toluene (3750 mL)Heat to 70 degrees. Sodium methoxide methanol solution (29 wt%, 314 g, 1.68 mol) was added dropwise.Plus End, atmospheric distillation of methanol. Cooled to 0-5 C,The compound of formula III (364.4 g, 1.68 mol)Temperature is not higher than 20 . Add finished, the reaction 1-2 hours.After the reaction was completed, water (250 mL) was added, heated to 50-60 C, allowed to stand for delamination and the aqueous phase was separated.The organic phase is washed twice with water. The organic phase was concentrated to give the crude product.The crude product was beaten with n-hexane (1500 mL), filtered and dried to obtain the intermediate of formula IV.Yield: 436g, yield: 95.4%

The synthetic route of 99395-88-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; (11 pag.)CN107573304; (2018); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.99395-88-7,(S)-4-Phenyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

To a suspension of (E)-3-(1,4-dimethyl-1H-benzo[d][1,2,3]triazol-5-yl)acrylic acid (82 g, 376 mmol) in tetrahydrofuran (1.5 L) was added triethylamine (131 mL, 939 mmol). The reaction mixture was cooled to -25 C and pivaloyl chloride (46 ml, 376 mmol) was added dropwise and stirred for 30 min at -25 C. Lithium chloride (17.52 g, 413 mmol) was added in one- portion, followed by (S)-4-phenyloxazolidin-2-one (58.8 g, 361 mmol) and the reaction mixture was allowed to warm to ambient temperature and was stirred for 1 hr. The mixture was cooled to -25 C and pivaloyl chloride (12ml, 98 mmol) was added dropwise and allowed to stir for an additional 1 hr. THF (300 mL) was added followed by (S)-4- phenyloxazolidin-2-one (10 g, 61 mmol) and pivaloyl chloride (18 ml, 147 mmol) and the mixture was stirred at 10 C for 1 hr and then ambient temperature for 18 hr. The reaction mixture was diluted with ethyl acetate (1 L) and washed with 5% NaHSO3 (1 L). The resulting solid was collected by filtration and washed with water and diethyl ether to afford a light yellow solid (S,E)-3-(3-(1,4-dimethyl-1H-benzo[d][1,2,3]triazol-5-yl)acryloyl)-4- phenyloxazolidin-2-one (104.39 g, 288 mmol, 77 % yield).1H NMR (DMSO-d6) delta: 8.05 (d, J=15.8 Hz, 1H), 7.71-7.88 (m, 3H), 7.30-7.45 (m, 5H), 5.61 (m, 1H), 4.83 (m, 1H), 4.30 (s, 3H), 4.24 (m, 1H), 2.78 (s, 3H). LC-MS: m/z = 363.2 [M+H]+.

99395-88-7 (S)-4-Phenyloxazolidin-2-one 730424, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CALLAHAN, James Francis; COLANDREA, Vincent J.; COOPER, Anthony William James; GOODWIN, Nicole Cathleen; HUFF, Chelsea Ariane; KARPIAK, Joel; KERNS, Jeffrey K.; NIE, Hong; (404 pag.)WO2018/109647; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem